反応 #56066

反応方程式

sodium methylate

sodium

5-(1-hydroxy-2-tert-butylaminopropyl)-8-hydroxycarbostyril hydrochloride

→

8-(3,4-methylenedioxyphenylcarbonyloxy)-5-(1-hydroxy-2-tert-butylaminopropyl)carbostyril

溶媒

methanol

methanol

反応条件

後処理

1. 1
   workup.ADDITIONwas added to the suspension
2. 2
   濃縮The mixture was then concentrated to dryness
3. 3
   workup.DISSOLUTIONthe resulting residue was dissolved in 10 ml of dimethylformamide
4. 4
   workup.DISSOLUTION593 mg of piperonylyl chloride dissolved in 5 ml of dimethylformamide
5. 5
   workup.ADDITIONwas then added dropwise to the mixture
6. 6
   温度while cooling with ice-water
7. 7
   workup.ADDITIONwater was added to the mixture
8. 8
   抽出followed by extraction with chloroform
9. 9
   その他Chloroform was removed by distillation, and diethyl ether
10. 10
    workup.ADDITIONwas added to the residue
11. 11
    その他to crystallize the product
12. 12
    その他The crystals thus obtained
13. 13
    その他were separated by filtration
14. 14
    洗浄washed with diethyl ether
15. 15
    その他recrystallized from a mixture of chloroform and diethyl ether

実験手順

1 g of 5-(1-hydroxy-2-tert-butylaminopropyl)-8-hydroxycarbostyril hydrochloride was suspended in 15 ml of methanol, and sodium methylate prepared from 155 mg of sodium metal and 3.3 ml of absolute methanol was added to the suspension. The mixture was then concentrated to dryness, and the resulting residue was dissolved in 10 ml of dimethylformamide. 593 mg of piperonylyl chloride dissolved in 5 ml of dimethylformamide was then added dropwise to the mixture while cooling with ice-water. The mixture was then stirred for 1 hour, and water was added to the mixture followed by extraction with chloroform. Chloroform was removed by distillation, and diethyl ether was added to the residue to crystallize the product. The crystals thus obtained were separated by filtration, washed with diethyl ether and recrystallized from a mixture of chloroform and diethyl ether to obtain 520 mg of 8-(3,4-methylenedioxyphenylcarbonyloxy)-5-(1-hydroxy-2-tert-butylaminopropyl)carbostyril having a melting point of 156°-157° C.

出典